Water → 1,1-Dimethylethyl N-[2-[(2,2,2-trifluoroethyl)amino]ethyl]carbamate

HRID 1893504ノート

反応式

HRID 1893504 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][CH2:6][CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[F:1][C:2]([F:16])([F:17])[CH2:3][NH:5][CH2:6][CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 15814419tert-Butyl [2-[(trifluoroacetyl)amino]ethyl]carbamateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 866507731,1-Dimethylethyl N-[2-[(2,2,2-trifluoroethyl)amino]ethyl]carbamate収率 74%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The compound (6.57 g, 25.6 mmol) obtained in step A was dissolved in tetrahydrofuran (100 ml), and the mixture was stirred under ice-cooling. Then, a suspension of lithium aluminum hydride (1.94 g, 51.2 mmol) in tetrahydrofuran (50 ml) was slowly added dropwise. Thereafter, the mixture was stood overnight at room temperature. The reaction mixture was ice-cooled again, water (2 ml), 1N aqueous sodium hydroxide solution (4 ml) and water (2 ml) were added in this order with stirring, and the mixture was stirred at room temperature for 5 hr. The insoluble material was filtered off through celite, and the obtained solution was concentrated under reduced pressure to give the title compound (4.56 g, yield 74%) as a yellow oil.

後処理

  1. temperaturecooling
  2. additionwas slowly added dropwise
  3. temperaturecooled again
  4. stirringwith stirring
  5. stirringthe mixture was stirred at room temperature for 5 hr
  6. filtrationThe insoluble material was filtered off through celite
  7. concentrationthe obtained solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-7d78a15203cd4cacbf493dbd66b08aa3
出典データセット
uspto-grants-2013_08
特許番号
US08513235B2

反応ノート

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